28915-98-2Relevant articles and documents
Convenient synthesis of new polysubstituted isoindole-1,3-dione analogues
Tan, Ayse,Kazancioglu, Mustafa Zahrittin,Aktas, Derya,Guendogdu, Oezlem,Sahin, Ertan,Horasan Kishali, Nurhan,Kara, Yunus
, p. 629 - 637 (2014)
Three new polysubstituted isoindole-1,3-diones were prepared from 2-ethyl-5-hydroxy-3a,4,5,7a-tetrahydroisoindole-1,3-dione. The reaction of 2-ethyl-5-hydroxy-3a,4,5,7a-tetrahydro-isoindole-1,3-dione with m-CPBA gave the corresponding epoxide. The triacetate derivative was obtained via cis-hydroxylation using OsO4, followed by acetylation. An aromatic derivative, a secondary reaction product, was also formed during the acetylation. Finally, a tricyclic derivative from 2-ethyl-5-hydroxy-3a,4,5,7a- tetrahydro-isoindole-1,3-dione was synthesized via dichloroketene addition under microwave irradiation. The exact structures of epoxide and tricyclic derivatives were determined by X-ray diffraction analysis. TUeBITAK.
Reaction enthalpy of nucleophilic substitution of ethyl iodide in acetonitrile and its mechanistic significance
Kondo, Yasuhiko,Tsukamoto, Tamio,Kimura, Naoko
, p. 1765 - 1769 (2007/10/03)
Enthalpies of reaction for nucleophilic substitution of ethyl iodide have systematically been determined in acetonitrile. Through the concurrent analysis of empirical correlations between the reaction enthalpies and the specific interaction enthalpies for relevant anions with those between the logarithmic rates and the specific interaction enthalpies, partial desolvation accompanying activation has been deduced to be the major contributor to activation thermodynamic parameters, while the propensity of the reacting central atom in the nucleophilic anion plays a crucial role in determining reaction thermodynamic parameters. Semi-empirical molecular orbital calculations have supported these ideas. The application of the Marcus equation to the analysis of reaction characteristics in these reactions is discussed.